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2-Aminothiazole → 2-(2-AMINO-1,3-THIAZOL-5-YL)-1,1,1,3,3,3-HEXAFLUOROPROPAN-2-OL

HRID 1807806
ノート
印刷プレビュー

反応式

HRID 1807806 の反応式
[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[NH2:6].O.O.O.[F:10][C:11]([F:19])([F:18])[C:12]([C:14]([F:17])([F:16])[F:15])=[O:13]>C(OCC)(=O)C>[NH2:6][C:2]1[S:1][C:5]([C:12]([OH:13])([C:14]([F:17])([F:16])[F:15])[C:11]([F:19])([F:18])[F:10])=[CH:4][N:3]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 21552-AminothiazoleHCID 36719Hexafluoroacetone trihydrate

生成物 1

HCID 23180662-(2-AMINO-1,3-THIAZOL-5-YL)-1,1,1,3,3,3-HEXAFLUOROPROPAN-2-OL収率 32.3%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
100 °C

実験手順

Thiazol-2-amine (150 mmol, 15 g), 4 Å powdered molecular sieves (1 g) and hexafluoroacetone trihydrate (300 mmol, 65.9 g) were combined and heated to 100° C. for 16 hours. The reaction mixture was cooled, diluted with ethyl acetate (200 mL) and filtered through celite. The filtrate was concentrated under reduced pressure to give a brown liquid which crystallised on standing. The solid was collected by filtration, washed with heptane (100 mL) then diethyl ether (50 mL) and dried under vacuum to afford the title compound (12.9 g). MS (ESI) m/z 266.7 [M+H]+

後処理

  1. temperatureThe reaction mixture was cooled
  2. filtrationfiltered through celite
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customto give a brown liquid which
  5. customcrystallised
  6. filtrationThe solid was collected by filtration
  7. washwashed with heptane (100 mL)
  8. dry with materialdiethyl ether (50 mL) and dried under vacuum

出典と根拠

ORDレコード
ord-9b2a59b4a77f43ec80ebbf9ed24793b7
出典データセット
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08357679B2

反応ノート

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